Cabin rentals and cottages in Siesta Key

96 available cabin and cottage offers

airbnbBooking.comVrboExpediaSonderpricelineTripadvisorTrip.comHomestayHotels.comOrbitz

Choose the perfect vacation accommodation

Price per night

Up to $100$100 - 200From $200

Accommodation type

Cabins & cottagesVacation rentals and Airbnb

Rating

Excellent 9+Very good 8+Good 7+All ratings

Best cabin rentals and cottages in Siesta Key

Inviting Sarasota Cottage: 5 Mi to Beach Access! - Siesta Key

Inviting Sarasota Cottage: 5 Mi to Beach Access!

Cottage, Siesta Key

Inviting Sarasota Cottage: 5 Mi to Beach Access! is a cottage in Siesta Key, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Inviting Sarasota Cottage: 5 Mi to Beach Access!

Inviting Sarasota Cottage: 5 Mi to Beach Access! is a cottage in Siesta Key, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,087.

From$120/night
Show
Near Downtown + Ocean: Sarasota Getaway - Siesta Key

Near Downtown + Ocean: Sarasota Getaway

Cottage, Siesta Key

Near Downtown + Ocean: Sarasota Getaway is a cottage in Siesta Key, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Near Downtown + Ocean: Sarasota Getaway

Near Downtown + Ocean: Sarasota Getaway is a cottage in Siesta Key, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,321.

From$120/night
Show
Lil John Coastal Cottage Near Siesta Key Beach - Siesta Key

Lil John Coastal Cottage Near Siesta Key Beach

Cottage, Siesta Key

Lil John Coastal Cottage Near Siesta Key Beach is a cottage in Siesta Key, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Lil John Coastal Cottage Near Siesta Key Beach

Lil John Coastal Cottage Near Siesta Key Beach is a cottage in Siesta Key, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $844.

From$121/night
Show
Exquisite Small Cottage Minutes to Siesta Key - Siesta Key

Exquisite Small Cottage Minutes to Siesta Key

Cottage, Siesta Key

Exquisite Small Cottage Minutes to Siesta Key is a cottage in Siesta Key, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Exquisite Small Cottage Minutes to Siesta Key

Exquisite Small Cottage Minutes to Siesta Key is a cottage in Siesta Key, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $866.

From$124/night
Show

Cabins and cottages with hot tubs in Siesta Key

Renovated 3BR Dog Friendly Pond View W/D - Siesta Key

Renovated 3BR Dog Friendly Pond View W/D

Cottage, Siesta Key

Renovated 3BR Dog Friendly Pond View W/D is a cottage in Siesta Key, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Renovated 3BR Dog Friendly Pond View W/D

Renovated 3BR Dog Friendly Pond View W/D is a cottage in Siesta Key, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,207.

From$122/night
Show
Mi Casa Su Casa Hideaway. 15 min. to Siesta Key Beach. Min 2 Downtown sarasota - Siesta Key

Mi Casa Su Casa Hideaway. 15 min. to Siesta Key Beach. Min 2 Downtown sarasota

Cottage, Siesta Key

Mi Casa Su Casa Hideaway. 15 min. to Siesta Key Beach. Min 2 Downtown sarasota is a cottage in Siesta Key, with easy beach access and kitchen access. This stay gives travelers a comfortable…

Read more

About Mi Casa Su Casa Hideaway. 15 min. to Siesta Key Beach. Min 2 Downtown sarasota

Mi Casa Su Casa Hideaway. 15 min. to Siesta Key Beach. Min 2 Downtown sarasota is a cottage in Siesta Key, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $900.

From$129/night
Show
Unique 2-BDRM in Sun Outdoors Sarasota Resort - Includes Golf Cart - Sleeps 6! - Siesta Key

Unique 2-BDRM in Sun Outdoors Sarasota Resort - Includes Golf Cart - Sleeps 6!

Cottage, Siesta Key

Unique 2-BDRM in Sun Outdoors Sarasota Resort - Includes Golf Cart - Sleeps 6! is a cottage in Siesta Key, with pool access and room for a group. This stay gives travelers a comfortable…

Read more

About Unique 2-BDRM in Sun Outdoors Sarasota Resort - Includes Golf Cart - Sleeps 6!

Unique 2-BDRM in Sun Outdoors Sarasota Resort - Includes Golf Cart - Sleeps 6! is a cottage in Siesta Key, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,027.

From$147/night
Show
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit - Siesta Key

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

Cottage, Siesta Key

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit is a cottage in Siesta Key, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit is a cottage in Siesta Key, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,339.

From$191/night
Show

Secluded cabins and cottages in Siesta Key

Sarasota House w/ Private Pool - 4 Mi to Beach! - Siesta Key

Sarasota House w/ Private Pool - 4 Mi to Beach!

Cottage, Siesta Key

Sarasota House w/ Private Pool - 4 Mi to Beach! is a cottage in Siesta Key, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Sarasota House w/ Private Pool - 4 Mi to Beach!

Sarasota House w/ Private Pool - 4 Mi to Beach! is a cottage in Siesta Key, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $2,129.

From$236/night
Show
5 Min walk to Beach & Village, Private Pool,On the Canal - Siesta Key

5 Min walk to Beach & Village, Private Pool,On the Canal

Cottage, Siesta Key

5 Min walk to Beach & Village, Private Pool,On the Canal is a cottage in Siesta Key, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable…

Read more

About 5 Min walk to Beach & Village, Private Pool,On the Canal

5 Min walk to Beach & Village, Private Pool,On the Canal is a cottage in Siesta Key, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,692.

From$242/night
Show
Near Siesta Key with Private Pickleball Court and Heated Saltwater Pool with Spa - Siesta Key

Near Siesta Key with Private Pickleball Court and Heated Saltwater Pool with Spa

Cottage, Siesta Key

Near Siesta Key with Private Pickleball Court and Heated Saltwater Pool with Spa is a cottage in Siesta Key, with pool access and kitchen access. This stay gives travelers a comfortable…

Read more

About Near Siesta Key with Private Pickleball Court and Heated Saltwater Pool with Spa

Near Siesta Key with Private Pickleball Court and Heated Saltwater Pool with Spa is a cottage in Siesta Key, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $2,464.

From$352/night
Show
Luxury Beach Cottage on Siesta Key: Perfect Getaway, private pool. - Siesta Key

Luxury Beach Cottage on Siesta Key: Perfect Getaway, private pool.

Cottage, Siesta Key

Luxury Beach Cottage on Siesta Key: Perfect Getaway, private pool. is a cottage in Siesta Key, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a…

Read more

About Luxury Beach Cottage on Siesta Key: Perfect Getaway, private pool.

Luxury Beach Cottage on Siesta Key: Perfect Getaway, private pool. is a cottage in Siesta Key, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $2,905.

From$415/night
Show

Nearby cabin rentals around Siesta Key

nearby cabin rentalSarasotanearby cabin rentalAnna Maria Islandnearby cabin rentalSaint Petersburgnearby cabin rentalTreasure Island

Family cabins and cottages in Siesta Key

Adorable 1-bedroom cottage in sunny Sarasota - Siesta Key

Adorable 1-bedroom cottage in sunny Sarasota

Cottage, Siesta Key

Adorable 1-bedroom cottage in sunny Sarasota is a cottage in Siesta Key, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

Read more

About Adorable 1-bedroom cottage in sunny Sarasota

Adorable 1-bedroom cottage in sunny Sarasota is a cottage in Siesta Key, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $727.

From$104/night
Show
Sunny Sarasota Abode w/ Yard ~ 1 Mi to Dtwn! - Siesta Key

Sunny Sarasota Abode w/ Yard ~ 1 Mi to Dtwn!

Cottage, Siesta Key

Sunny Sarasota Abode w/ Yard ~ 1 Mi to Dtwn! is a cottage in Siesta Key, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Sunny Sarasota Abode w/ Yard ~ 1 Mi to Dtwn!

Sunny Sarasota Abode w/ Yard ~ 1 Mi to Dtwn! is a cottage in Siesta Key, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,368.

From$138/night
Show
Casa Eli - Lovely Cottage - Siesta Key

Casa Eli - Lovely Cottage

Cottage, Siesta Key

Casa Eli - Lovely Cottage is a cottage in Siesta Key, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

Read more

About Casa Eli - Lovely Cottage

Casa Eli - Lovely Cottage is a cottage in Siesta Key, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, free parking, and washer.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,178.

From$168/night
Show
Bright Sarasota Bungalow - 5 Mi to Siesta Beach! - Siesta Key

Bright Sarasota Bungalow - 5 Mi to Siesta Beach!

Cottage, Siesta Key

Bright Sarasota Bungalow - 5 Mi to Siesta Beach! is a cottage in Siesta Key, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Bright Sarasota Bungalow - 5 Mi to Siesta Beach!

Bright Sarasota Bungalow - 5 Mi to Siesta Beach! is a cottage in Siesta Key, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,187.

From$170/night
Show

Pet-friendly cabins and cottages in Siesta Key

Cottage within walking distance to Casey Key Beach - Siesta Key

Cottage within walking distance to Casey Key Beach

Cottage, Siesta Key

Cottage within walking distance to Casey Key Beach is a cottage in Siesta Key, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

Read more

About Cottage within walking distance to Casey Key Beach

Cottage within walking distance to Casey Key Beach is a cottage in Siesta Key, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $638.

From$91/night
Show
Jiggs Landing, Cabin 1 - Old World Preserve Side - Siesta Key

Jiggs Landing, Cabin 1 - Old World Preserve Side

Cabin, Siesta Key

Jiggs Landing, Cabin 1 - Old World Preserve Side is a cabin in Siesta Key, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Jiggs Landing, Cabin 1 - Old World Preserve Side

Jiggs Landing, Cabin 1 - Old World Preserve Side is a cabin in Siesta Key, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, parking, free parking, and ac.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $686.

From$98/night
Show
Walk to the Bay: Pet-friendly Oasis in Sarasota! - Siesta Key

Walk to the Bay: Pet-friendly Oasis in Sarasota!

Cottage, Siesta Key

Walk to the Bay: Pet-friendly Oasis in Sarasota! is a cottage in Siesta Key, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

Read more

About Walk to the Bay: Pet-friendly Oasis in Sarasota!

Walk to the Bay: Pet-friendly Oasis in Sarasota! is a cottage in Siesta Key, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,518.

From$157/night
Show
Walkable to Downtown and Parks Brand New Furniture - Siesta Key

Walkable to Downtown and Parks Brand New Furniture

Cottage, Siesta Key

Walkable to Downtown and Parks Brand New Furniture is a cottage in Siesta Key, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Walkable to Downtown and Parks Brand New Furniture

Walkable to Downtown and Parks Brand New Furniture is a cottage in Siesta Key, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and washer.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,230.

From$176/night
Show

Other places to stay in Siesta Key

vacation rentalsSiesta Key vacation rentalsmotelsSiesta Key motelsresortsSiesta Key resorts